EP1043444A1 - Textilveredlungsmittel auf der Basis von Urethane-Alkylenoxidcopolymeren - Google Patents
Textilveredlungsmittel auf der Basis von Urethane-Alkylenoxidcopolymeren Download PDFInfo
- Publication number
- EP1043444A1 EP1043444A1 EP00400969A EP00400969A EP1043444A1 EP 1043444 A1 EP1043444 A1 EP 1043444A1 EP 00400969 A EP00400969 A EP 00400969A EP 00400969 A EP00400969 A EP 00400969A EP 1043444 A1 EP1043444 A1 EP 1043444A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- finishing
- finishing agents
- agents according
- radical
- urethane
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 229920001577 copolymer Polymers 0.000 title claims abstract description 53
- 239000004753 textile Substances 0.000 title claims description 19
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 32
- -1 alkoxyl radical Chemical class 0.000 claims abstract description 28
- 239000000203 mixture Substances 0.000 claims abstract description 18
- 239000000839 emulsion Substances 0.000 claims abstract description 14
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 claims abstract description 7
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 125000003118 aryl group Chemical group 0.000 claims abstract description 4
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000012188 paraffin wax Substances 0.000 claims abstract description 4
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims abstract description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 3
- 229920001903 high density polyethylene Polymers 0.000 claims abstract description 3
- 239000004700 high-density polyethylene Substances 0.000 claims abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims abstract description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims abstract description 3
- 125000005023 xylyl group Chemical group 0.000 claims abstract description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 239000004698 Polyethylene Substances 0.000 claims description 7
- 229920000573 polyethylene Polymers 0.000 claims description 7
- 239000008199 coating composition Substances 0.000 claims description 3
- 239000011230 binding agent Substances 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
- 238000005470 impregnation Methods 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 abstract description 7
- 229920001684 low density polyethylene Polymers 0.000 abstract description 3
- 239000004702 low-density polyethylene Substances 0.000 abstract description 3
- 125000003944 tolyl group Chemical group 0.000 abstract 1
- 239000004744 fabric Substances 0.000 description 27
- 238000005299 abrasion Methods 0.000 description 23
- 229920001228 polyisocyanate Polymers 0.000 description 14
- 239000005056 polyisocyanate Substances 0.000 description 14
- 239000000047 product Substances 0.000 description 12
- 229920000742 Cotton Polymers 0.000 description 11
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- 229920001296 polysiloxane Polymers 0.000 description 9
- 238000009833 condensation Methods 0.000 description 7
- 230000005494 condensation Effects 0.000 description 7
- 125000005442 diisocyanate group Chemical group 0.000 description 7
- 238000011282 treatment Methods 0.000 description 7
- 229920000297 Rayon Polymers 0.000 description 6
- 229920000728 polyester Polymers 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-UHFFFAOYSA-N 0.000 description 4
- 240000008042 Zea mays Species 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 239000012948 isocyanate Substances 0.000 description 4
- 150000002513 isocyanates Chemical class 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229920001521 polyalkylene glycol ether Polymers 0.000 description 3
- 230000010148 water-pollination Effects 0.000 description 3
- 238000004383 yellowing Methods 0.000 description 3
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 229920005822 acrylic binder Polymers 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000002752 cationic softener Substances 0.000 description 2
- 239000002657 fibrous material Substances 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- 150000002462 imidazolines Chemical class 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000004530 micro-emulsion Substances 0.000 description 2
- 235000015927 pasta Nutrition 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 238000012935 Averaging Methods 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- QORUGOXNWQUALA-UHFFFAOYSA-N N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 Chemical compound N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 QORUGOXNWQUALA-UHFFFAOYSA-N 0.000 description 1
- 206010029216 Nervousness Diseases 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 241001080024 Telles Species 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
- 238000003287 bathing Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- JXCHMDATRWUOAP-UHFFFAOYSA-N diisocyanatomethylbenzene Chemical compound O=C=NC(N=C=O)C1=CC=CC=C1 JXCHMDATRWUOAP-UHFFFAOYSA-N 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000002979 fabric softener Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000007730 finishing process Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000009998 heat setting Methods 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000001054 red pigment Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000009958 sewing Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- 230000000659 thermocoagulation Effects 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
- D06M15/568—Reaction products of isocyanates with polyethers
Definitions
- the present invention relates to new finishing agents.
- the present invention also relates to synergistic mixtures between these new finishing agents and different Classic fabric softeners.
- the present invention aims to satisfy this need.
- radicals R and R 'of formula (1) are well known to those skilled in the art. art and typical examples are the radicals usually associated with isocyanate groups in the case of R, the radicals generally associated polyalkylene glycols and their ethers in the case of R '.
- radicals R can be illustrated, for example, by the radicals of the following formulas (2) to (4): wherein (d) has a value between 2.4 and 2.8; and
- the radicals R ′ can be illustrated, for example, by the radicals methyl, ethyl, propyl, butyl, isobutyl, 2-ethylhexyl, benzyl, phenyl, tolyle, xylyl, octylphenyl, nonylphenyl, naphthyl, etc ....
- copolymers used in the present invention are obtained by reaction of a polyisocyanate with at least one copolymer chosen from copolymers of oxyethylene and oxybutylene and monoalkyl ethers, monoarylics or monoalkylarylics thereof.
- the molecular mass of the OE / OB copolymers and their monoethers is preferably between 600 and 20000. In the context of the invention, it is preferable to use monoethers of the OE / OB copolymers. However, it is also possible to use a mixture of monoether (s) of (s) OE / OB copolymers and of OE / OB copolymers. In this case, the OE / OB copolymer must not exceed 30% by weight of the mixture OE / OB copolymer monoether - OE / OB copolymer.
- polyisocyanates which can be used in the invention is not not limiting.
- polyisocyanates can be used in isolation or mixed.
- copolymers of formula (1) are used in the form of a solution in water, generally with a dry extract content of 10 to 75%, and more particularly from 20 to 30% by weight.
- the present invention also relates to synergistic mixtures between the copolymers of formula (1) and different finishing agents classics.
- copolymers of formula (1) as a finishing agent in the finishing processes, in addition to improving the touch of supports, to increase the hydrophilic power, to confer a power antistatic and to improve the abrasion resistance of treated substrates without affect the degree of white, and this is also a characteristic important of this publication.
- copolymers of formula (1) are preferably applied to the fibrous material by impregnation in a padding bath, then treated supports are expressed and dried at a temperature of the order of 100 ° C to 180 ° C.
- the polymers of formula (1) can also be introduced into printing pastes or coating formulations.
- the use doses of the copolymers of formula (1) may be between 2.5 g / l and 100 g / l or more, preferably between 5 and 75 g / l of padding bath, and from 2.5 to 100 g / kg, preferably from 10 to 75 g / kg of printing paste or coating formulation.
- copolymers of formula (1) are useful for treating, in particular, a cotton, wool, polyester, nylon, acrylic fabric, knitted fabric, or nonwoven viscose, or a mixture of these different fibrous materials.
- the softening power is evaluated by a group of 4 people and an average sweetness note is given to the sample.
- the result of softening power is indicated by a note within a range of 1 to 5.
- the textile to be tested is subjected to the action of a standard woolen fabric which use it by friction under a load of 500 g in a Type abrasimeter Baskerville and Lindsay.
- the test consists in noting the number of turns necessary until wear full of the tissue to be evaluated.
- the abrasion resistance result is calculated by averaging of 8 tests on the same textile.
- the result is expressed by the half-discharge time in seconds.
- the sample is 2 cm wide and 20 cm high.
- the measurement of the mounted water is done after 2 minutes.
- the result is expressed by measuring the degree of white Wl CIE.
- the method of manufacturing the copolymers used in the examples is that indicated in Example 1 of French Patent No. 2,280,644 of the plaintiff.
- the copolymer A is obtained by reaction of poly (phenylene isocyanate) on a polyalkylene glycol ether of type OE / OB (copolymer of ethylene glycol and of butylene glycol) of molar mass equal to 895 alcohol / isocyanate molar ratio: 1.8 copolymer in solution in water, adjusted to 22% of dry extract.
- the copolymer B is obtained by reaction of poly (phenylene isocyanate) on a polyalkylene glycol ether of type OE / OB (copolymer of ethylene glycol and of butylene glycol) of molar mass equal to 895 alcohol / isocyanate molar ratio: 1.6 copolymer in solution in water, adjusted to 22% of dry extract.
- the copolymer C is obtained by reaction of poly (phenylene isocyanate) on a polyalkylene glycol ether of type OE / OB (copolymer of ethylene glycol and of butylene glycol) of molar mass equal to 895 alcohol / isocyanate molar ratio: 1.2 copolymer in solution in water, adjusted to 22% of dry extract.
- a 100% cotton fabric with a grammage of 125 g / m 2 is impregnated, in different padding baths, the fabrics are then expressed and dried at 120 ° C., then the softening effect of the treatment is noted.
- a polyester / viscose fabric of grammage 105 g / m 2 is impregnated, in different padding baths, the fabrics are then expressed and dried at 120 ° C. then the softening effect of the treatment is noted.
- polyester / viscose support With the polyester / viscose support the touch obtained is comparable to that of a silk fabric.
- Example 13 15 acrylic binder, g / l 100 100 100 synthetic thickener, g / l 15 15 15 copolymer A, g / l 20 40 pigment, g / l 25 25 25 softening power 1 3 5
- Example 16 17 18 disclose* copolymer A, g / l 10 20 50 0 anti-static power 1 ⁇ 2 discharge time 45 " 10 " 0 > 1 hour
- the hydrophilic powers obtained are presented below: untreated cotton fabric (100%) 15 mm cotton fabric (100%) treated 35 mm untreated polyester / viscose fabric 20 mm treated polyester / viscose fabric 45 mm untreated acrylic fabric (100%) 8 mm acrylic fabric (100%) treated 60 mm.
- copolymers of formula (1) make it possible to improve very clearly the hydrophilicity of textiles. In the absence of addition of copolymer A in the bath padding the samples all have a low hydrophilicity.
- Example 20 21 22 The composition of the padding baths and the results obtained are given in the following table:
- Example 20 21 22 Witness* copolymer A, g / l 5 10 20 0 abrasion resistance, nb. of turns 450 580 700 350
- the product P1 applied alone from a 10 g / l bath gives on cotton 100% abrasion resistance of 750.
- the abrasion resistance of the treated support is measured and it is equal to 850.
- the P2 product applied alone at a rate of 10 g / l on 100% cotton gives an abrasion resistance of 1000.
- the abrasion resistance of the textile support is measured. treated and we find it equal to 1150.
- the product P3 is an amino-silicone emulsion whose dry extract is 25% by weight.
- Example 25 26 27 disclose copolymer A 20 40 0 product P3 10 0 degree of white after treatment at 180 ° C, Wl CIE 133.4 133.2 122.6 133.6
- the product P3 is considered to be a product with a slight influence on the degree of white.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Polyurethanes Or Polyureas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9904323A FR2792009B1 (fr) | 1999-04-07 | 1999-04-07 | Nouveaux agents de finissage polyvalents constitues de copolymeres urethane-oxyalcoylene et melanges les contenant |
| FR9904323 | 1999-04-07 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP1043444A1 true EP1043444A1 (de) | 2000-10-11 |
| EP1043444B1 EP1043444B1 (de) | 2008-01-16 |
Family
ID=9544108
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP00400969A Expired - Lifetime EP1043444B1 (de) | 1999-04-07 | 2000-04-07 | Textilveredlungsmittel auf der Basis von Urethan-Alkylenoxidcopolymeren |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP1043444B1 (de) |
| AT (1) | ATE384159T1 (de) |
| DE (1) | DE60037772D1 (de) |
| FR (1) | FR2792009B1 (de) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2834523A1 (fr) * | 2002-01-04 | 2003-07-11 | Protex | Procede de fabrication d'un agent de traitement destine a ameliorer le pouvoir antistatique d'un support textile |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH389566A (fr) * | 1961-04-03 | 1965-07-15 | Deering Milliken Res Corp | Procédé d'obtention d'étoffes pourvues d'un apprêt en résine synthétique flexible |
| BE831629A (fr) * | 1974-08-02 | 1975-11-17 | Compositions de latex sensibles a la chaleur | |
| US4164535A (en) * | 1976-10-19 | 1979-08-14 | Manufacture De Produits Chimiques Protex S.A. | Antistatic textile materials |
| EP0445077A2 (de) * | 1990-03-02 | 1991-09-04 | Ciba-Geigy Ag | Verfahren und Zusammensetzungen zur Textilveredlung |
| US5692936A (en) * | 1992-06-19 | 1997-12-02 | Komatsu Seiven Co., Ltd. | Moisture-permeable waterproof fabric and process for producing the same |
-
1999
- 1999-04-07 FR FR9904323A patent/FR2792009B1/fr not_active Expired - Fee Related
-
2000
- 2000-04-07 DE DE60037772T patent/DE60037772D1/de not_active Expired - Lifetime
- 2000-04-07 EP EP00400969A patent/EP1043444B1/de not_active Expired - Lifetime
- 2000-04-07 AT AT00400969T patent/ATE384159T1/de not_active IP Right Cessation
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH389566A (fr) * | 1961-04-03 | 1965-07-15 | Deering Milliken Res Corp | Procédé d'obtention d'étoffes pourvues d'un apprêt en résine synthétique flexible |
| BE831629A (fr) * | 1974-08-02 | 1975-11-17 | Compositions de latex sensibles a la chaleur | |
| FR2280644A1 (fr) * | 1974-08-02 | 1976-02-27 | Protex Manuf Prod Chimiq | Compositions de latex sensibles a la chaleur |
| US4164535A (en) * | 1976-10-19 | 1979-08-14 | Manufacture De Produits Chimiques Protex S.A. | Antistatic textile materials |
| EP0445077A2 (de) * | 1990-03-02 | 1991-09-04 | Ciba-Geigy Ag | Verfahren und Zusammensetzungen zur Textilveredlung |
| US5692936A (en) * | 1992-06-19 | 1997-12-02 | Komatsu Seiven Co., Ltd. | Moisture-permeable waterproof fabric and process for producing the same |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2834523A1 (fr) * | 2002-01-04 | 2003-07-11 | Protex | Procede de fabrication d'un agent de traitement destine a ameliorer le pouvoir antistatique d'un support textile |
Also Published As
| Publication number | Publication date |
|---|---|
| DE60037772D1 (de) | 2008-03-06 |
| EP1043444B1 (de) | 2008-01-16 |
| FR2792009B1 (fr) | 2001-07-27 |
| ATE384159T1 (de) | 2008-02-15 |
| FR2792009A1 (fr) | 2000-10-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
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